

This Week in Startups
Jason Calacanis
Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.
Episodes
Mentioned books

6 snips
Oct 3, 2023 • 54min
Kayak CEO Steve Hafner on the state of travel, AI's place, hospitality trends, and more! | E1822
Steve Hafner, Co-founder and CEO of Kayak, dives into the transformation of the travel industry. He discusses the impacts of AI on user experiences and how technology is reshaping hospitality trends. Hafner shares insights on navigating post-pandemic recovery and the economic dynamics of travel. He also highlights innovative dining solutions like QR code ordering and the importance of building consumer trust in this evolving landscape. From luxury travel to modern hotel brands, Hafner's perspectives offer a glimpse into the future of travel.

10 snips
Oct 3, 2023 • 1h 13min
AI demos! Microsoft’s Windows Copilot, ChatGPT multimodal, Meta’s AI chatbots | E1821
Sunny Madra, an AI expert from Definitive Intelligence, joins the conversation to showcase the latest innovations in AI technology. He provides a sneak peek into Microsoft's Windows 11 Copilot, emphasizing its user-friendly features and how it transforms desktop interactions. Sunny also demonstrates ChatGPT's multimodal capabilities, showcasing its ability to analyze images and generate content seamlessly. The discussion encompasses the profound effects of AI on workplace productivity and the potential challenges of privacy in our increasingly digital lives.

32 snips
Sep 29, 2023 • 47min
OpenAI taps Jony Ive for “iPhone for AI," FTC/Amazon + Roam Around CEO Shie Gabbai | E1820
Shie Gabbai, CEO of Roam Around, leads a travel startup that uses AI to create personalized itineraries. In this conversation, he discusses the challenges of breaking into the travel industry with innovative technology. Gabbai highlights how his app simplifies trip planning through a chat interface and offers tailored recommendations. He also addresses the role of established AI models like GPT-4 in enhancing user experiences and the ongoing dynamics between travel companies and tech giants like Google. Expect insights on revolutionizing travel with AI!

12 snips
Sep 29, 2023 • 1h 21min
Startup pitch competition: Jason invests $25K | E1819
Highlights from a thrilling startup pitch competition include insights into why founding teams outperform solo founders, emphasizing the diverse skills they bring. The importance of crafting effective pitches is explored, stressing the need for clarity and investor-tailored presentations. One standout concept merges language learning with immersive gaming, raising intriguing market potential questions. The conversation wraps up with a focus on innovative solutions in project management and AI's role in enhancing the real estate experience.

28 snips
Sep 28, 2023 • 1h
The future of fintech with Plaid CEO Zach Perret | E1818
Zach Perret, CEO and co-founder of Plaid, shares insights into the fintech world and the company's journey. He discusses the intriguing story behind Plaid's canceled merger with Visa and how it led to a stronger, independent future. Zach also dives into Plaid's origins and the importance of building a community among early customers. The conversation explores the evolving role of fintech in supporting crypto transactions and enhancing consumer banking applications, revealing exciting trends in payment modernization and collaboration within the sector.

7 snips
Sep 27, 2023 • 1h 18min
Grammarly CEO Rahul Roy-Chowdhury on the future of user-centric language tools | E1817
Rahul Roy-Chowdhury, CEO of Grammarly and former member of the Google Chrome team, shares insights into his journey from tech guru to leading a communication revolution. He discusses how artificial intelligence is reshaping writing tools, driving user engagement and enhancing communication effectiveness. Rahul highlights Grammarly's new AI feature, Grammarly Go, emphasizing user trust in technology. The conversation also covers the importance of user-centric design and how these innovations align with business goals, fostering a better experience for users and organizations.

Sep 25, 2023 • 1h
Google Bard Extensions and AI demos with Sunny Madra | E1816
Sunny Madra, an AI expert and demo specialist, joins to illuminate the ins and outs of Google Bard Extensions. He showcases how these innovative tools supercharge productivity, particularly through voice commands and streamlined navigation on Google Maps. The conversation dives into the practicality of AI in travel planning, addressing everything from securing five-star accommodations to booking flights. Lastly, they assess the competitive AI landscape, revealing the strengths and weaknesses of Google Bard compared to Microsoft and other tech giants.

11 snips
Sep 23, 2023 • 48min
Jason Unplugged: IPO market, WaPo tactics against Dave Portnoy + Live Q&A | E1815
Cisco's acquisition of Splunk for $28 billion signals a shift in the M&A landscape. The conversation dives into IPO trends, spotlighting Instacart's pivot to advertising amidst challenges in grocery sales. Media ethics are put under the microscope, particularly WaPo's tactics against Dave Portnoy, raising questions about accountability. The live audience asks about VC funding accessibility for startups outside Silicon Valley and the cyclical nature of business trends, inviting an engaging discussion on the evolving startup ecosystem.

37 snips
Sep 22, 2023 • 1h 11min
How Replit is using AI to supercharge IDEs with Amjad Masad | E1814
Amjad Masad, CEO and co-founder of Replit, passionately discusses the evolution of integrated development environments (IDEs) and their significance for developers. He delves into the game-changing impact of AI in boosting coding productivity with tools like Replit's Ghostwriter. The conversation explores the concept of autonomous agents in development, shedding light on Replit's innovative Bounties platform aimed at empowering coders. Masad emphasizes the democratization of coding education and the future potential of AI in transforming software development.

62 snips
Sep 20, 2023 • 1h 25min
Benchmark's Sarah Tavel on the state of VC, AI's impact on startups & more! | E1813
Sarah Tavel, a Partner at Benchmark and former Pinterest product manager, joins the discussion to delve into the evolving state of venture capital. She shares insights on the resilience founders need to navigate economic turbulence and the impact of AI on innovation and job roles in startups. Tavel highlights how diverse perspectives can enhance problem-solving and drives home the importance of strategic investor involvement in a competitive landscape. Her thoughts on adapting to crises and fostering collaboration in startup culture are both timely and captivating.